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Check prices for these dates

Next weekend
1 Aug - 3 Aug
In two weeks
8 Aug - 10 Aug
In one month
22 Aug - 24 Aug
In two months
19 Sep - 21 Sep

Condo Rentals in Osprey

Captiva Beach Resort
Front of property - evening/night

Captiva Beach Resort

2.0 star property
9.0 out of 10, Wonderful, (1118)
"We love the property, beautiful, clean and we love that you can walked to the beach, that is a plus. "
Captiva Beach Resort
Venice Beach Villas
Terrace/patio

Venice Beach Villas

3.0 star property
9.4 out of 10, Exceptional, (425)
"Everything was great. Great people to work with."
Venice Beach Villas
VH106AMelissa
Luxury Apartment | Private kitchen

VH106AMelissa

3.0 star property
3.0 out of 10, (2)
VH106AMelissa
Cozy condo in charming Sarasota Siesta key with boat dock
Terrace/patio

Cozy condo in charming Sarasota Siesta key with boat dock

10.0 out of 10, Exceptional, (2)
"Amazing getaway! The location by the water was perfect for relaxing by boat. Cozy and well-equipped, we loved every moment. Highly recommend for a peaceful, scenic retreat."
Cozy condo in charming Sarasota Siesta key with boat dock
Beach front 2 bed-2 bath private balcony, modern with Gulf front views
On the beach

Beach front 2 bed-2 bath private balcony, modern with Gulf front views

8.6 out of 10, Excellent, (18)
"Great view and nice place for a short stay. "
The price is AED 882
AED 1,699 total
includes taxes & fees
10 Aug - 11 Aug
Beach front 2 bed-2 bath private balcony, modern with Gulf front views
Palm Bay Club Private Balcony Beach Side
Pool

Palm Bay Club Private Balcony Beach Side

2.0 star property
9.0 out of 10, Wonderful, (11)
"Overall very nice but noisy due to construction!"
Palm Bay Club Private Balcony Beach Side
Chadwick Cove Resort & Marina
Property grounds

Chadwick Cove Resort & Marina

4.0 star property
10.0 out of 10, Exceptional, (8)
"Wonderful place to stay, quiet, close to the beach and wonderful restaurants within walking distance! Highly recommend!!!"
The price is AED 303
AED 1,992 total
includes taxes & fees
19 Aug - 20 Aug
Chadwick Cove Resort & Marina
Spectacular Beach View! Right on Beach! Amazing views!!
On the beach, sun loungers

Spectacular Beach View! Right on Beach! Amazing views!!

9.8 out of 10, Exceptional, (143)
"I really appreciated the owner and her interest in making sure everything was perfect during our stay! She was awesome!"
Spectacular Beach View! Right on Beach! Amazing views!!
Paradise 🏝Beach heaven 🌞condo 🦩<br>
Beach nearby, sun loungers, beach towels

Paradise 🏝Beach heaven 🌞condo 🦩<br>

9.6 out of 10, Exceptional, (47)
"very convenient to shopping and touring the Englewood/ Venice/Punta Gorda area"
Paradise 🏝Beach heaven 🌞condo 🦩<br>
2BR Cook, Relax, Walk to Beach at The Beach Club Siesta Key #101E by RVA
Beach nearby, beach umbrellas

2BR Cook, Relax, Walk to Beach at The Beach Club Siesta Key #101E by RVA

9.2 out of 10, Wonderful, (67)
"Nice location lots of hurricane damage"
The price is AED 830
AED 1,868 total
includes taxes & fees
31 Jul - 1 Aug
2BR Cook, Relax, Walk to Beach at The Beach Club Siesta Key #101E by RVA
Amazing Condo! Restored from Hurricane!
On the beach, sun loungers

Amazing Condo! Restored from Hurricane!

9.8 out of 10, Exceptional, (156)
"Quiet area with excellent beach access! Thank you"
Amazing Condo! Restored from Hurricane!
5 Minutes from Siesta Key!
Beach nearby, sun loungers, beach towels

5 Minutes from Siesta Key!

9.6 out of 10, Exceptional, (32)
"Unit was clean, great location and comfortable. Communication was great. Would stay again. "
5 Minutes from Siesta Key!
Charming 1-bedroom, beachfront condo in serene Longboat Key with WiFi, AC
On the beach

Charming 1-bedroom, beachfront condo in serene Longboat Key with WiFi, AC

6.6 out of 10, (7)
"Great location and beach access- pool is awesome! Unit doesn’t face the ocean, but it’s right there! Very low key- place is very clean. WiFi is spotty and would not be good if you are planning to work while staying- that is an island wide issue I believe- No stove, but has everything else a kitchen needs and a grill- we would come back! "
The price is AED 845
AED 1,452 total
includes taxes & fees
28 Jul - 29 Jul
Charming 1-bedroom, beachfront condo in serene Longboat Key with WiFi, AC
PARADISE ! 2 bedroom 2 bathroom with incredible views
A heated pool

PARADISE ! 2 bedroom 2 bathroom with incredible views

9.8 out of 10, Exceptional, (154)
"Property was exactly what we expected and needed. "
PARADISE ! 2 bedroom 2 bathroom with incredible views
Penthouse suite with ocean views 2Br 2 Bath “Great sunsets from lanai”
Fridge, microwave, oven, stovetop

Penthouse suite with ocean views 2Br 2 Bath “Great sunsets from lanai”

10.0 out of 10, Exceptional, (56)
"Awesome! The view of the ocean was well appreciated from the balcony in the evenings. Beautiful! Thanks again for your hospitality."
Penthouse suite with ocean views 2Br 2 Bath “Great sunsets from lanai”
#1 Siesta Key Beach -Super Clean -2 Level Townhouse -2Br/2.5 Bth- 5 Star- 1400sf
Beach nearby

#1 Siesta Key Beach -Super Clean -2 Level Townhouse -2Br/2.5 Bth- 5 Star- 1400sf

9.6 out of 10, Exceptional, (63)
"Perfect for what we wanted. Spent most of our time at the beach. They haveva dock in the back. Great for your coffee in the mornings, or kids to fish. Walkable to shops dunner,dinnet"
#1 Siesta Key Beach -Super Clean -2 Level Townhouse -2Br/2.5 Bth- 5 Star- 1400sf
Breathtaking Beach Front Property Ground Floor Condo
On the beach

Breathtaking Beach Front Property Ground Floor Condo

9.6 out of 10, Exceptional, (143)
"Condo was clean and beautifully decorated. Steps to the pool and a short walk to the beach. The grounds were well kept. Bonus to have lounge chairs at the beach! It was perfect for our family of 4. "
Breathtaking Beach Front Property Ground Floor Condo
Prime Beachfront with Views, Views, Views!
Property grounds

Prime Beachfront with Views, Views, Views!

9.6 out of 10, Exceptional, (82)
"The condo was clean, nicely decorated, spacious and very comfortable! It was steps from the beach and pool! The beach is absolutely beautiful! The pool was very nice! We would definitely stay here again! The beds are very comfortable and having two full bathrooms was so nice! We had a great week! "
Prime Beachfront with Views, Views, Views!
Vacation delight! Cozy condo just steps from the beach and St. Armands circle.
Beach nearby, sun loungers, beach towels

Vacation delight! Cozy condo just steps from the beach and St. Armands circle.

10.0 out of 10, Exceptional, (145)
"Property was well located, clean, and very well equipped. Would definitely stay here again! "
Vacation delight! Cozy condo just steps from the beach and St. Armands circle.
DIRECTLY ON PRIVATE BEACH! AMAZING PANORAMIC GULF VIEWS! MODERN, COZY CONDO.
Beach nearby, sun loungers, beach towels

DIRECTLY ON PRIVATE BEACH! AMAZING PANORAMIC GULF VIEWS! MODERN, COZY CONDO.

10.0 out of 10, Exceptional, (90)
"A beautiful view with amazing comfort in the condo! I can’t wait to come back!❤️😎"
DIRECTLY ON PRIVATE BEACH! AMAZING PANORAMIC GULF VIEWS! MODERN, COZY CONDO.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Osprey Hotel Reviews

Carlisle Inn

Carlisle Inn

10/10 Excellent
"THE Carlisle Inn? Let me just say that due to my occupation, I spend roughly 2 mos/ yr in hotels. Mostly Bonvoy & Hilton properties. Carlisle Inn tops them all. Luxury-level service for a modest price! The excellent food at the restaurant was home-cooked & the desserts are irresistible. I wish the Carlisle Inn was everywhere I travel, because I'd rack up loyalty points for sure!"
Jason 1-night trip
Posted 12 hours ago
Carlisle Inn

Frequently asked questions

How much do condos in Osprey cost?
Condos in Osprey range from AED 303 to AED 882 per night. These stays provide loads of space for your whole crew at a price that's friendly on the pocket. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best condos in Osprey?
Choose from multiple condos in Osprey with a total average guest review rating of 9.1. Venice Beach Villas comes highly recommended if you're traveling with the whole crew or just want to stretch out. This 3-star condo also features therapeutic mineral springs and a barbecue grill. Walk To The Beach From Modern Condo Or Hop On A Bike To Siesta Village is another guest fave. It has a 3-star rating and amenities such as a deck and a lanai.
How many condos are there in Osprey?
Work out your vacation dates and then pick from 3720 condos in Osprey. For an official business trip, a couples' getaway or anything in between, Expedia will help you find the perfect place in a few quick clicks.